NP-MRD: Showing NP-Card for 5,11-dihydroxy-3(12)-cyclotaxane (NP0332442)

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Record Information

Version

2.0

Created at

2024-01-26 16:01:49 UTC

Updated at

2024-09-03 04:19:14 UTC

NP-MRD ID

NP0332442

Natural Product DOI

https://doi.org/10.57994/1680

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,11-dihydroxy-3(12)-cyclotaxane

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01262416012D          

 23 26  0  0  1  0            999 V2000
    0.2710    0.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0930    0.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8695    0.1566    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4002    0.8350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3019    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1109    0.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3753   -0.0396    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8340    0.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1970    0.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6005   -0.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1970   -1.4208    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6213   -2.1284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3618   -1.4344    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0062   -2.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0493    0.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9154   -0.7732    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0910   -0.8056    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8236   -1.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8406   -0.7675    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2980   -0.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4753   -0.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9951   -1.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1499   -1.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  6  0  0  0
 13 11  1  0  0  0  0
 13 14  1  1  0  0  0
  2 15  1  0  0  0  0
 16  2  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19  7  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 16 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332442

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CCC3(C)[C@](O)(CC[C@]4(C)CC[C@H](O)[C@@H](C)[C@]34C1)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O2/c1-13-15(21)7-8-17(4)10-11-20(22)16(2,3)14-6-9-18(20,5)19(13,17)12-14/h13-15,21-22H,6-12H2,1-5H3/t13-,14+,15+,17+,18?,19+,20+/m1/s1

> <INCHI_KEY>
PYJRXLHXFMAZMZ-ITMBBJTASA-N

> <FORMULA>
C20H34O2

> <MOLECULAR_WEIGHT>
306.49

> <EXACT_MASS>
306.255880335

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
35.91246726923933

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,3S,6S,9S,11S)-2,6,10,10,14-pentamethyltetracyclo[9.3.1.0^{1,6}.0^{9,14}]pentadecane-3,9-diol

> <JCHEM_LOGP>
3.5071053293333323

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.30055948528032

> <JCHEM_PKA_STRONGEST_BASIC>
0.4546618594287073

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
88.70959999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3S,6S,9S,11S)-2,6,10,10,14-pentamethyltetracyclo[9.3.1.0^{1,6}.0^{9,14}]pentadecane-3,9-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-JAN-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-JAN-24         0                                  
HETATM    1  C   UNK     0       0.506   0.143   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.040   0.011   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.490   0.292   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.614   1.559   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.297   1.603   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.807   1.414   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.300  -0.074   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.157   1.206   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.834   0.036   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.588  -1.295   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.834  -2.652   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.626  -3.973   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.275  -2.678   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.612  -4.067   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.959   1.549   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.709  -1.443   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0       0.170  -1.504   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0       3.404  -2.008   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.302  -1.433   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.290  -1.238   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.754  -1.352   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.724  -2.873   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.146  -2.845   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15   16                                             
CONECT    3    2    4    5   20                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   19                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   19                                                  
CONECT   14   13                                                            
CONECT   15    2                                                            
CONECT   16    2   17   18   23                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18    7   13   20                                             
CONECT   20   19    3   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   16                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₄O₂

Average Mass

306.4900 Da

Monoisotopic Mass

306.25588 Da

IUPAC Name

(1S,2S,3S,6S,9S,11S)-2,6,10,10,14-pentamethyltetracyclo[9.3.1.0^{1,6}.0^{9,14}]pentadecane-3,9-diol

Traditional Name

(1S,2S,3S,6S,9S,11S)-2,6,10,10,14-pentamethyltetracyclo[9.3.1.0^{1,6}.0^{9,14}]pentadecane-3,9-diol

CAS Registry Number

Not Available

SMILES

[H][C@]12CCC3(C)[C@](O)(CC[C@]4(C)CC[C@H](O)[C@@H](C)[C@]34C1)C2(C)C

InChI Identifier

InChI=1S/C20H34O2/c1-13-15(21)7-8-17(4)10-11-20(22)16(2,3)14-6-9-18(20,5)19(13,17)12-14/h13-15,21-22H,6-12H2,1-5H3/t13-,14+,15+,17+,18?,19+,20+/m1/s1

InChI Key

PYJRXLHXFMAZMZ-ITMBBJTASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-29	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-29	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-29	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-29	View Spectrum
TOCSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-29	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-29	View Spectrum
H2BC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-27	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-27	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-27	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-27	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-27	View Spectrum
TOCSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-27	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-27	View Spectrum
H2BC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-27	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-26	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-26	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-26	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-26	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-26	View Spectrum
TOCSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-26	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-26	View Spectrum
H2BC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	ctliu@stanford.edu	Stanford	Jack Liu	2024-01-26	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.51	ChemAxon
pKa (Strongest Acidic)	19.3	ChemAxon
pKa (Strongest Basic)	0.45	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	88.71 m³·mol⁻¹	ChemAxon
Polarizability	35.91 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for 5,11-dihydroxy-3(12)-cyclotaxane (NP0332442)

MOL for NP0332442 (5,11-dihydroxy-3(12)-cyclotaxane)

3D MOL for NP0332442 (5,11-dihydroxy-3(12)-cyclotaxane)

3D SDF for NP0332442 (5,11-dihydroxy-3(12)-cyclotaxane)

3D-SDF for NP0332442 (5,11-dihydroxy-3(12)-cyclotaxane)

PDB for NP0332442 (5,11-dihydroxy-3(12)-cyclotaxane)

3D PDB for NP0332442 (5,11-dihydroxy-3(12)-cyclotaxane)

SMILES for NP0332442 (5,11-dihydroxy-3(12)-cyclotaxane)

INCHI for NP0332442 (5,11-dihydroxy-3(12)-cyclotaxane)

Structure for NP0332442 (5,11-dihydroxy-3(12)-cyclotaxane)

3D Structure for NP0332442 (5,11-dihydroxy-3(12)-cyclotaxane)